Toronto Tempo vs Chicago Sky Picks and Prediction for Wednesday May 27 2026

By: Kim Smith Published 05/27/2026, 12:10 AM ET
Sun vs Sky prediction
Use Code PPWC

The Toronto Tempo head to Wintrust Arena in Chicago, Illinois on Wednesday night to face the Chicago Sky in an Eastern Conference matchup. Tipoff is scheduled for 8:00 PM ET with coverage available on WNBA League Pass, CW26, and TSN. Chicago enters the game as a 4.5-point favorite with a moneyline of -192, while Toronto is listed at +160. The total for the matchup is set at 168.5 points. Both teams enter this game looking to bounce back after losses in their most recent outings. Be sure to check out our free WNBA picks.

Toronto Trying to Regain Momentum After Consecutive Losses

Toronto comes into this contest with a 3-4 overall record and a 2-2 mark on the road this season. The Tempo have recently lost to Portland and Minnesota in back-to-back games after previously putting together consecutive road victories over Phoenix and Los Angeles. Toronto also recently lost to Los Angeles by a 99-95 score before rebounding with two straight wins. The recent stretch has featured several high-scoring games, both in victories and defeats, showing how active Toronto’s offense has been despite inconsistent overall results.

The Tempo are averaging 86.0 points per game while allowing 89.3 points defensively. Toronto has shot 41 percent from the field while averaging 30.0 rebounds and 17.6 assists per contest. Defensively, the team has contributed 7.7 steals and 3.1 blocks per game. However, opponents have consistently found offensive success against Toronto, particularly during the recent losses where the Tempo allowed 99 and 100 points in consecutive games against Portland and Minnesota.

One of the major concerns for Toronto entering this matchup is defensive consistency. The Tempo offense has shown it can score in bunches, including the 106-point performance against Los Angeles and the 98-point effort against Phoenix. Still, allowing nearly 90 points per game overall has placed added pressure on the offense to keep pace. If Toronto hopes to compete on the road again, limiting scoring runs from Chicago will become critical.

Sign Up Get $30 Premium Picks Credit + Exclusive Offers

Subscribe Now

I understand that I can unsubscribe at any time. I have read and accepted the Terms & Conditions and Privacy Policy. I consent that Picks And Parlays may use third-party services to process my data.

Chicago Looking to Defend Home Court

Chicago enters Wednesday night with a 3-3 overall record and an 0-2 record at home this season. The Sky have recently lost to Minnesota and Dallas after previously earning road victories over Minnesota and Golden State. Chicago also recently lost to Phoenix by an 91-83 score during this five-game stretch. The Sky have alternated wins and losses recently and continue searching for stronger consistency, especially at home where they are still looking for their first victory of the season.

Chicago is averaging 83.3 points per game while also allowing 83.3 points defensively. The Sky have shot 42 percent from the field and hold an edge on the glass with 34.8 rebounds per contest. Chicago has also averaged 18.0 assists, 5.7 blocks, and 6.3 steals per game. Defensively, the Sky have shown flashes of strong play, particularly during the 69-63 win over Golden State and the 86-79 victory against Minnesota earlier this month.

One key strength for Chicago entering this matchup is rebounding and interior defense. The Sky hold a notable edge in rebounds and blocks compared to Toronto, and that physical presence could become important against a Tempo team that has struggled defensively in recent games. Chicago’s ability to slow opposing offenses at times this season gives the team an opportunity to control the pace on its home floor.

Toronto Tempo vs. Chicago Sky Picks and Prediction

Toronto Tempo vs. Chicago Sky Pick

  • Pick: Chicago Sky -4.5

Chicago enters this matchup with advantages in rebounding, field goal percentage, and defensive production around the basket. While the Sky have struggled at home so far, Toronto’s defensive numbers remain difficult to overlook after allowing 99 and 100 points in consecutive losses. Chicago has already shown the ability to win competitive games against strong opponents recently, including a road victory over Minnesota. With the Tempo allowing 89.3 points per game overall, the matchup leans toward Chicago taking advantage at home and covering the spread.

Toronto Tempo vs. Chicago Sky Total Pick

  • Pick: Over 168.5

I’m leaning toward the over because Toronto’s recent games have consistently turned into high-scoring matchups. The Tempo have scored 95, 106, 98, and 80 points across their last four games while also allowing multiple opponents to approach or surpass the 100-point mark. Chicago has been more balanced overall, but the Sky have still been involved in several games finishing comfortably above this number recently. With Toronto’s offense continuing to push tempo and its defense struggling to contain opponents consistently, this matchup has the potential to climb over the total.

Final Score Prediction: Chicago Sky 88 – Toronto Tempo 82

Betting on the WNBA?

BetMGM Sport

Up To $1500 in Bonus Bets Paid Back if your First Bet Does Not Win

Show Bonus Code
Claim Bonus
Signup Promo Recommended BetMGM Sport Bonus
Min. Deposit $5
Cashable No
FanDuel Sportsbook

New Users – Bet $5 Get $200 in Bet Reset Tokens for 5 Days

Show Bonus Code
Claim Bonus
Signup Promo Hot Offer FanDuel Sportsbook Bonus
Requirement New Users – Bet $5 Get $200 in Bet Reset Tokens for 5 Days. (Up to $1,000 Bet Reset Tokens)
Cashable No
DraftKings Sport

New DraftKings Customers: Spend $5+ Get $200 in Bonuses Instantly!

Show Bonus Code
Claim Bonus
Signup Promo Hot Offer DraftKings Sport Bonus
Min. Deposit $5
Odds Requirements -500
Cashable No
Video: World Cup: Mexico vs England BEST Bets & Predictions | July 5, 2026
World Cup: Mexico vs England BEST Bets & Predictions | July 5, 2026
Video: Brazil vs Norway: The Bet You AREN'T Thinking Of! | BEST World Cup Predictions | July 5, 2026
Brazil vs Norway: The Bet You AREN'T Thinking Of! | BEST World Cup Predictions | July 5, 2026
logo

If you or someone you know has a gambling problem, crisis counseling and referral services can be accessed by calling 1-800-GAMBLER (1-800-426-2537) (IL). Gambling problem? Call 1-800-GAMBLER (MI/NJ/PA/WV/WY), 1-800-9-WITH-IT (IN), 1-800-522-4700 (CO), 1-800-BETS OFF (IA), 1-888-532-3500 (VA), 1-800-NEXT STEP (AZ), or call/text TN REDLINE 1-800-889-9789 (TN). 21+ (18+ WY). AZ/CO/IL/IN/IA/MI/NJ/PA/TN/VA/WV/WY only. Eligibility restrictions apply. T&C's Apply. Void where prohibited. If you click on a link on this site which takes you to a bookmaker or casino and you subsequently open an account, Pick and Parlays may receive a commission. Bets placed are the responsibility of the bettor.

Copyright © 2026 Picks and Parlays. All rights reserved.

The sports news and information contained at this site is for entertainment purposes only. Any use of this information in violation of laws whether they are federal, state and/or local is prohibited. Picks and Parlays is the nation's premier resource for sports betting and handicapping information.

Sign Up Get $30 Premium Picks Credit + Exclusive Offers
Special Offer
Up To $1500 in Bonus Bets Paid Back if your First Bet Does Not Win
Play now Gambling problem? Call 1-800-GAMBLER or 1-800-MY-RESET (Available in the US) 877-8-HOPENY or text HOPENY (467369) (NY) 1-800-327-5050 (MA), 1-800-BETS-OFF (IA), 1-800-981-0023 (PR). 21+ only. Please Gamble Responsibly. See BetMGM.com for Terms. First Bet Offer for new customers only (if applicable). Subject to eligibility requirements. Bonus bets are non-withdrawable. In partnership with Kansas Crossing Casino and Hotel. Promotional offers not available in Mississippi, New York, Ontario, or Puerto Rico.